CN109187455A - It is a kind of detect sulphite in foods content kit and its application - Google Patents
It is a kind of detect sulphite in foods content kit and its application Download PDFInfo
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- CN109187455A CN109187455A CN201810913226.9A CN201810913226A CN109187455A CN 109187455 A CN109187455 A CN 109187455A CN 201810913226 A CN201810913226 A CN 201810913226A CN 109187455 A CN109187455 A CN 109187455A
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
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- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/04—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms
- C07D215/06—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms having only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached to the ring nitrogen atom
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- C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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- G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
- G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
- G01N21/78—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator producing a change of colour
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- G01N24/08—Investigating or analyzing materials by the use of nuclear magnetic resonance, electron paramagnetic resonance or other spin effects by using nuclear magnetic resonance
- G01N24/087—Structure determination of a chemical compound, e.g. of a biomolecule such as a protein
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
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Abstract
It is a kind of detect sulphite in foods content kit and its application, wherein the probe in kit is will to have substituent R1Labile methyl group under the action of catalyst with quinoline aldehyde be condensed, reaction temperature be 25~120 DEG C at react 0.5~60 hour, after solution is concentrated, obtain intermediate product B using silica gel column chromatography；Intermediate product B reacts 0.5~60 hour at being 25~120 DEG C in reaction temperature with trifluoro sulphonic acid ester, removes solvent, obtains probe A using silica gel column chromatography.The probe A of debita spissitudo certain volume is added in 96 orifice plates suitably to save, reaction kit is made.The dual visual response that kit of the invention there is color burn and near-infrared fluorescent to enhance sulphite, it is at low cost, and have good selectivity, the rapid field for sulphite in foods detects, and has great application prospect in the detection of sulphite in foods.
Description
Technical field
It the present invention relates to the use of the reaction reagent of color and fluorescent dual visual signals variation effect detection sodium sulfite
The synthetic method of main function reagent and the manufacture craft of kit in box and the kit.
Background technique
Sulphite is common bleaching agent and preservative in food industry, is played in food as food additives
Effect mainly have the following aspects: (1) prevent enzymatic browning and the non-enzymatic browning of food, make the shiny appearance, clean of food
It is white；(2) it suppresses growth of microorganism to extend the shelf-life of food；(3) activity for inhibiting oxidizing ferment in food, prevents oxidizing ferment
Cause nutritional ingredient destruction and discoloration；(4) in conjunction with the coloring matter contained in food, because its reproducibility plays blanching effect.
However, gradually going deep into research, the toxicity of sulphite is of increasing concern.Its toxicity is mainly manifested in
The following aspects: (1) sulphite can react with substances such as amino acid, protein, moreover it is possible to multivitamin knot
Conjunction is cracked into other products, to seriously destroy the nutriment in food, is reduced nutritive value of food (2) and is connect for a long time
The sulphite of touching low concentration can lead to headache, giddy, malaise, and pharyngo-laryngitis chronica can be caused when serious, bronchitis, is smelt
The symptoms such as feel and hypogeusia.(3) food containing sulphite is eaten if it is Long term Animal, it may appear that neuroinflammatory, marrow
The undesirable symptom such as atrophy, this can bring obstacle to the growth of animal.(4) sulphite can also promote cell to morph, and lure
Lead the harm such as oxidation of unsaturated fatty acid.Therefore, the content of sulphite in foods additive, which has to pass through, strictly examines
And control." food additives use sanitary standard " (GB2760-2015) allows to use to varieties of food items sulfite salt in China
Amount has clear stipulaties.Instant food sulfite salt usage amount must not be higher than 30mg/kg.
In view of these serious side effects of sulphite, there is an urgent need to develop the inspection for capableing of rapid quantitative detection sulphite
Survey method.The method of traditional detection sulphite mainly has the chromatography of ions, electrochemical process and capillary electrophoresis.Due to these
The complicated pre-treatment step of method needs, high-end instrument and equipment, time-consuming, so by certain in food inspection application
Limitation.Optochemical sensor is since it has many advantages, such as cheap, and method is simple, response rapidly and contains much information in recent years
It develops rapidly, receives significant attention.Its cardinal principle is changed using the optical property (absorb or emit) of sensor unit
It is changed into as output signal, detection of the realization to analysans.Optochemical sensor can be divided into according to the difference of its signal detection
Fluorescence chemical sensor and colorimetric chemical sensor.Fluorescence chemical sensor (fluorescence probe) is mainly inspection by fluorescence signal
Survey means usually have the enhancing of fluorescence, are quenched or the variation of emission wavelength；Colorimetric chemical sensor is then by means of tone
Variation, especially hyperchromic type colorimetric sensing, which observes by the naked eye, just can detect, and practical application is convenient.Single at this stage is Fluoresceinated
Sensor or colorimetric chemical sensor are learned, since its selectivity is good, the features such as high sensitivity, the response time is fast, at present in biology
In the detection of molecule using more and more extensive.But the probe of fluorescence sense and hyperchromic type colorimetric sensing can be realized simultaneously also very
It is few, therefore Portable kit is made according to this property and seems very necessary.
By changing while the luminescence phenomenon and absorption spectrum of molecule come the kit of the interaction between molecular detection,
Its advantage can be summarized as follows: (1) it is convenient and efficient, there is very high sensitivity；(2) have color and fluorescence double
It responds again, two kinds of signals are mutually proved, and confidence level is increased；It (3), can be not if there is bigger variation on absorption spectrum
In the case where by means of any instrument, detection is directly achieved the purpose that by the variation of color.
With the raising of our people's quality of life, food-safety problem increasingly causes the great attention of people.Food peace
Full guarantee depends on reliable quality monitoring, therefore one kind is easy to operate, detection is quick and is suitable for existing there is an urgent need to develop
The kit of field detecting.Kit have it is easy to carry, it is easy to operate, detection speed it is fast the features such as, food nitrite sulphur should be become
The mainstream technology of hydrochlorate field quick detection is the first choice that sulphite in foods quickly detects in one period at present and in the future
Method provides strong technical guarantee for the self-monitoring and market surveillance of food production producer.
Summary of the invention
An object of the present invention be overcome in the prior art for detect sulphite in foods tool performance and
Deficiency in structure provides a kind of real-time detection tool in situ of novel function admirable, i.e. sulphite reaction kit.
The second object of the present invention is to provide a kind of new detection means with composite signal response for sulphite,
That is color and fluorescent dual response, two kinds of signals is mutually proved, and the probe of confidence level is increased.
The third object of the present invention is to provide a kind of route of synthesis of novel probe compound.
The fluorescence probe of detection sulphite in foods content of the invention is that the quinolinium that has following structure is (i.e. described
Fluorescence probe be made of a kind of quinolinium):
Wherein: R1For with one of the aromatic group and its derivative for haling electronic effect；R2For 1~18 carbon
Alkyl, one of aryl and its derivative；+ it is positive charge.
The manufacturing process of detection sulphite in foods content of the invention is to add the probe A of debita spissitudo certain volume
It is suitably saved into 96 orifice plates.The synthetic method of main function reagent (probe A) in kit: substituent R will be had1It is active
Methyl is condensed with quinoline aldehyde under the action of catalyst, is reacted 0.5~60 hour at being 25~120 DEG C in reaction temperature, by solution
After concentration, intermediate product B is obtained using silica gel column chromatography；Intermediate product B is 25~120 DEG C in reaction temperature with trifluoro sulphonic acid ester
Lower reaction 0.5~60 hour, removes solvent, obtains probe A using silica gel column chromatography.Wherein, quinoline aldehyde with have substituent R1
Labile methyl group molar ratio be 1~100.
Wherein: the volume is 100-400 μ L, and the concentration is 1 × 10-5Mol/L.
The R1For with one of the aromatic group and its derivative for haling electronic effect；R2For 1~18 carbon
Alkyl, one of aryl and its derivative；+ it is positive charge.
The catalyst is one of pyridine, hexahydropyridine, triethylamine, potassium carbonate.
The organic solvent be selected from methanol, ethyl alcohol, dimethylformamide, dimethyl acetamide, dimethyl sulfoxide, acetonitrile,
Dioxane, methylene chloride, benzene, at least one of group composed by toluene.
The kit of detection sulphite in foods content of the invention can be used in detecting sulphite in food safety
Concentration；Sulphite in foods content is judged according to two features of the fluorescence of kit middle probe and color；Wherein: when being examined
When containing a certain concentration sodium sulfite in the food of survey, the change in fluorescence of kit is from unstressed configuration to stronger fluorescence, reagent
The color change of box is from light color to dark color；The strong fluorescence is blue, in green, yellow, red, near-infrared fluorescent
It is a kind of；The dark color is purple, blue, green, one of red.Main function reagent (probe A) can also in kit
For the detection of chemical simulation biosystem sulfite salt, blood on clinical medicine, serum or tissue sulfite salt
Detection.
The beneficial effects of the present invention are: the present invention provides one kind using quinolinium as parent, for detecting food nitrite sulphur
The probe of hydrochlorate.The dual visual response that the probe there is color burn and near-infrared fluorescent to enhance inferior sulfate radical.Molecule
Structure is simple, simple synthetic method, and has good selectivity to sulphite, other additive (citric acid, sweet teas in food
Sweet element, saccharin sodium, dibutyl hydroxy toluene, nitrate, enzyme inhibitor etc.) detection is not interfered with, the extinction of the probe solution
Degree and fluorescence intensity and the concentration of sulphite (the sulfite concentration range: 0~6 × 10 in certain concentration range-6It rubs
You/liter) there is good linear relationship, show good practical application.Meanwhile detection sulphite in foods of the invention
The not special limitation when in use of the kit of content, can be completed detection under common room temperature and other temperate conditions, letter
It is single quick, it is economical and practical.The kit response time of the invention is short, and identification is high, and measurement sensitivity is high, and manufacturing process is simple,
It is low in cost, so that it is easily actually promoted and applied.
Detailed description of the invention
The one-dimensional hydrogen nuclear magnetic spectrogram of probe A in Fig. 1 embodiment of the present invention 2, abscissa is chemical shift, and ordinate is
Signal strength.
For probe in Fig. 2 embodiment of the present invention 2 to the selectivity of sulphite, abscissa is different ions bioactive molecule,
Ordinate is absorbance.
For probe in Fig. 3 embodiment of the present invention 2 to the selectivity of sulphite, abscissa is different ions or activity point
Son, ordinate are fluorescence intensity.
The absorbance of probe in Fig. 4 embodiment of the present invention 2 and the linear dependence of sulfite concentration, abscissa are Asia
The concentration of sulfate, ordinate are absorbance.
The fluorescence intensity of fluorescence probe in Fig. 5 embodiment of the present invention 2 and the linear dependence of sulfite concentration, horizontal seat
It is designated as the concentration of sulphite, ordinate is fluorescence intensity.
The detection effect picture of probe in Fig. 6 embodiment of the present invention 2 to food (sucrose and bean vermicelli) sulfite salt.
Specific embodiment
Embodiment 1:
By xylylene cyanides and pyrans is dissolved in dehydrated alcohol, and the 3- of xylylene cyanides and 1 times of mole of pyrans is added
Quinoline aldehyde, be added two drop hexahydropyridines, 80 DEG C back flow reaction 5 hours, be cooled to room temperature, solution filtered, collect precipitation
Precipitating is obtained yellow solid compound B by silica gel column chromatography by precipitating.
1H NMR(400MHz,CDCl3)δ9.18(d,1H),8.97(dd,1H),8.38(s,1H),8.18(d,1H),7.94
(d,1H),7.84–7.79(m,3H),7.67–7.62(m,2H),7.54–7.50(m,1H),7.11(d,1H),7.00(s,1H)
.13C NMR(125MHz,DMSO-d6)δ158.03,153.43,152.58,150.18,148.31,136.07,135.82,
135.71,131.16,129.35,129.16,128.74,127.95,126.77,125.25,122.09,119.57,117.64,
117.41,116.11,115.45,107.84.
Embodiment 2:
Compound B and trifluoromethane sulfonic acid methyl esters are dissolved in dry methylene chloride, reaction solution is stirred at room temperature one
At night, solid precipitating is collected after the reaction was completed, precipitating is purified to obtain red brown solid probe A with silica gel column chromatography.Attached drawing 1 is shown
The one-dimensional hydrogen nuclear magnetic spectrogram of probe A.
1H NMR(400MHz,DMSO-d6)δ9.97(s,1H),9.54(s,1H),8.78(d,1H),8.55(d,1H),
8.44(d,1H),8.32(t,1H),8.11(t,1H),8.02–7.96(m,2H),7.88–7.85(m,1H),7.80(d,1H),
7.7(t,1H),7.07(s,1H),4.67(s,3H).13C NMR(100MHz,DMSO-d6)δ156.66,153.14,152.38,
150.36,144.44,138.17,136.44,131.80,131.22,131.12,129.58,129.37,127.05,125.26,
125.17,122.43,119.87,119.82,119.49,117.53,117.07,115.92,108.95,63.03,46.27.
Embodiment 3:
Refer to Fig. 2, Fig. 3.Selectivity of the probe A to inferior sulfate radical.
The probe is evaluated to the selectivity of inferior sulfate radical using the probe A in embodiment 2.Fig. 2 is that (concentration is compound A
1.0×10-5Mol/L) in PBS buffer solution (pH=7.4), it is molten when the various ions of 10 times of moles of compound are added
The variation of liquid absorbance.Fig. 3 is that (concentration is 1.0 × 10 to compound A-5Mol/L) in PBS buffer solution (pH=7.4), when
The variation of solution fluorescence intensity when the various ions of 10 times of moles of compound are added.Fluorescence probe excitation wavelength is 582nm, hair
The a length of 675nm of ejected wave.When what is be added in probe solution A is the sodium sulfite of 1 times of mole of probe, the fluorescence probe solution
Absorbance and fluorescence intensity enhance about 100 times.And when the various anion of 10 times of moles are added, the suction of the probe solution
Luminosity and fluorescence intensity illustrate that probe A has good Selective recognition and reality to inferior sulfate radical almost without significant change
Application.
Embodiment 4:
Refer to Fig. 4, Fig. 5.The absorbance and fluorescence intensity of probe A and the linear dependence of inferior sulfate radical concentration.
Using the probe A in embodiment 2 evaluate the probe absorbance and fluorescence intensity and inferior sulfate radical concentration it is linear
Relationship.Fig. 4,5 be in the fluorescence intensity that absorbing wavelength is 510nm absorbance and launch wavelength is 675nm with sulfite concentration
Change curve, Fig. 4 the result shows that: probe solution A (concentration be 1.0 × 10-5Mol/L) absorbance and inferior sulfate radical it is dense
Degree is 0~6 × 10-6Linear dependence is good in range.Fig. 5 the result shows that: probe solution A (concentration be 1.0 × 10-5Mol/L)
Fluorescence intensity and sulphite concentration 0~6 × 10-6Linear dependence is good in range, shows good practical application
Property.
Embodiment 5:
Refer to Fig. 6.Picture of the probe A to food (sucrose and bean vermicelli) sulfite salt detection effect.
Use the detection of probe A evaluation fluorescence probe food (sucrose and bean vermicelli) sulfite salt in embodiment 2.Fig. 6
It is to be added in the mixed solution (volume ratio of water and dimethyl sulfoxide is 2:3) of water and dimethyl sulfoxide in 10 μM of probe A
Change in fluorescence after 62.5mg/mL sucrose and bean vermicelli aqueous solution, the results showed that probe A is capable of detecting when the sulphite in food,
It shows apparent color change and near-infrared fluorescent variation, shows good practical application.
It should be further noted that the above embodiment of the present invention is only that can reach the object of the invention in the present invention
One of a kind of quinolinium, as described in summary of the invention of the present invention, fluorescence probe of the present invention is the quinoline having following structure
Salt:
Wherein: R1For with one of the aromatic group and its derivative for haling electronic effect；R2For 1~18 carbon
Alkyl, one of aryl and its derivative；+ it is positive charge.
And the congener for not addressed in the embodiment of the present invention, identical purpose is realized with the embodiment, and
Reach identical technical effect.
Claims (7)
1. a kind of kit for detecting sulphite in foods content, characterized in that can be according to the fluorescence of kit middle probe
Sulphite in foods content is judged with two features of color；
Wherein: when containing a certain concentration sodium sulfite in food detected, the change in fluorescence of kit be from unstressed configuration to
Stronger fluorescence, the color change of kit are from light color to dark color；The strong fluorescence is blue, green, and yellow is red
Color, one of near-infrared fluorescent；The dark color is purple, blue, green, one of red.
2. the probe in a kind of kit of detection sulphite in foods content described in claim 1, characterized in that described
The quinolinium that has following structure of probe:
Wherein: R1For with one of the aromatic group and its derivative for haling electronic effect；R2For 1~18 carbon alkyl,
One of aryl and its derivative；+ it is positive charge.
3. a kind of synthetic method of probe as claimed in claim 2, it is characterized in that: substituent R will be had1Labile methyl group urging
Agent effect is lower and quinoline aldehyde is condensed, and reacts 0.5~60 hour at being 25~120 DEG C in reaction temperature, after solution is concentrated, benefit
Intermediate product B is obtained with silica gel column chromatography；Intermediate product B reacts 0.5 at being 25~120 DEG C in reaction temperature with trifluoro sulphonic acid ester
~60 hours, solvent is removed, obtains probe A using silica gel column chromatography；
Wherein: the substituent R1For with one of the aromatic group and its derivative for haling electronic effect；R2For 1~
The alkyl of 18 carbon, one of aryl and its derivative；+ it is positive charge.
4. the synthetic method of probe according to claim 3, it is characterized in that: the catalyst be pyridine, hexahydropyridine,
One of triethylamine, potassium carbonate.
5. the synthetic method of probe according to claim 3, it is characterized in that: the quinoline aldehyde with have substituent R1's
The molar ratio of labile methyl group is 1~100.
6. the synthetic method of probe according to claim 3, it is characterized in that: the organic solvent be selected from methanol, ethyl alcohol,
Dimethylformamide, dimethyl acetamide, dimethyl sulfoxide, acetonitrile, dioxane, methylene chloride, benzene, in group composed by toluene
At least one.
7. a kind of purposes of the fluorescence probe in kit of detection sulphite in foods content as claimed in claim 2,
Be characterized in: the fluorescence probe can be used in food detecting the concentration of additive sodium sulfite in food.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110015992A (en) * | 2019-05-10 | 2019-07-16 | 上海中医药大学 | Fluorescence probe and its preparation method and application of the one kind for the detection of sulfur dioxide/sulfurous acid (hydrogen) salt |
| CN113999203A (en) * | 2021-10-12 | 2022-02-01 | 三峡大学 | Near-infrared fluorescent dye and in-situ detection of SO32-/HSO3-Applications of the above |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104946248A (en) * | 2015-07-09 | 2015-09-30 | 山东大学 | Water-soluble sulphurous acid hydrogen root ratiometric fluorescent probe and application thereof |
| CN105510295A (en) * | 2016-01-29 | 2016-04-20 | 中国食品药品检定研究院 | Fluorescence detection probe and detection method for nitrite detection |
| CN105733566A (en) * | 2016-04-27 | 2016-07-06 | 天津理工大学 | Fluorescent probe used for sulfite or bisulphate and preparation method and application thereof |
| CN105820183A (en) * | 2015-09-08 | 2016-08-03 | 华东理工大学 | Boron dipyrromethene compound containing alpha,beta-unsaturated ketone, and application of same in detection of sulfite |
| CN107141318A (en) * | 2017-05-11 | 2017-09-08 | 陕西师范大学 | Contain（Aldehyde radical）The complex of iridium of phenanthroline part and the method that bisulfite is quantitatively detected with it |
-
2018
- 2018-08-13 CN CN201810913226.9A patent/CN109187455B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104946248A (en) * | 2015-07-09 | 2015-09-30 | 山东大学 | Water-soluble sulphurous acid hydrogen root ratiometric fluorescent probe and application thereof |
| CN105820183A (en) * | 2015-09-08 | 2016-08-03 | 华东理工大学 | Boron dipyrromethene compound containing alpha,beta-unsaturated ketone, and application of same in detection of sulfite |
| CN105510295A (en) * | 2016-01-29 | 2016-04-20 | 中国食品药品检定研究院 | Fluorescence detection probe and detection method for nitrite detection |
| CN105733566A (en) * | 2016-04-27 | 2016-07-06 | 天津理工大学 | Fluorescent probe used for sulfite or bisulphate and preparation method and application thereof |
| CN107141318A (en) * | 2017-05-11 | 2017-09-08 | 陕西师范大学 | Contain（Aldehyde radical）The complex of iridium of phenanthroline part and the method that bisulfite is quantitatively detected with it |
Non-Patent Citations (1)
| Title |
|---|
| ZHUO YE 等: "A novel colorimetric and ratiometric fluorescent probe for visualizing SO2 derivatives in environment and living cells", 《TALANTA》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110015992A (en) * | 2019-05-10 | 2019-07-16 | 上海中医药大学 | Fluorescence probe and its preparation method and application of the one kind for the detection of sulfur dioxide/sulfurous acid (hydrogen) salt |
| CN113999203A (en) * | 2021-10-12 | 2022-02-01 | 三峡大学 | Near-infrared fluorescent dye and in-situ detection of SO32-/HSO3-Applications of the above |
| CN113999203B (en) * | 2021-10-12 | 2023-10-27 | 三峡大学 | Near infrared fluorescent dye and method for detecting SO (SO) 32- /HSO 3- The above application |
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